Family-friendly holiday rentals in Kalymnos

4.88 out of 5 average rating, 60 reviews

An outdoor area is visible, featuring a wooden fence surrounding the space. A stone path leads to the entrance of a white building with blue window frames. The environment showcases sandy ground and a hint of the sea in the background.

Home in Panormos

Paradise on Kantouni Beach-20m from Boutique Hotel

This is a 1 independent room with toilet-shower, on the beach of Kantouni, fully equipped with air conditioning, refrigerator, washing machine, oven, stove, coffee maker, toaster, sink, kitchen and wardrobe cabinets, desk, indoor-outdoor tables with chairs, 1 king-size bed or 2 single beds, WiFi. It has 1 window overlooking the sea, unique sunset, 1 in the main courtyard and 1 in the garden. It has 2 courtyards. At a distance of 2-5 minutes you can find restaurants, cafes, bars, mini markets, rent a car, bike, etc.

FamilyKitchenGetting around

5.0 out of 5 average rating, 11 reviews

A private pool reflects the clear blue sky, surrounded by a spacious terrace. Sun loungers and a modern chair offer relaxation near a tray of fresh fruits and beverages. A mountain view is visible in the background, enhancing the serene outdoor setting.

Villa in Myrtees

Sole | Mia Anasa - Luxury Suites

Dive into the private pool, soak up the sun on the terrace, and revel in panoramic views of Telendos Island and the endless sea. Ideal for families or groups craving an unforgettable escape, Sole offers two bedrooms, two bathrooms, a spacious living area, and a fully equipped kitchen. The highlight of this elegant house is undoubtedly the private pool, where you can cool off under the Mediterranean sun. Step onto the terrace to enjoy outdoor relaxing with a backdrop of stunning sea view.

Indoor spacesDecorHospitality

5.0 out of 5 average rating, 28 reviews

A stone exterior of the villa is visible, complemented by a sun-soaked terrace. Loungers are positioned near a heated swimming pool, creating an inviting space for relaxation. Natural materials are used throughout, with a shaded area provided by a bamboo roof overhead.

Villa in Kalymnos Bay

Armonia-Petra Boutique Homes

A beautiful villa of 3 bedrooms with a 6m heated swimming pool and amazing sea view!It has modern boho style and it's ideal for people who want to relax. It has fully equipped kitchen, 3 bathrooms, living room with wood stove and a loft with a 65 inch Sony home cinema. All bedrooms are equipped with COCO-MAT sleep products, handcrafted from natural materials. Armonia, is a new addition in Petra Boutique Homes with facilities and services designed to ensure more than a comfortable stay.

Indoor spacesKitchenQuiet

5.0 out of 5 average rating, 15 reviews

A serene outdoor area features a spacious swimming pool with clear waters, framed by palm trees and manicured gardens. Lounge chairs are positioned at poolside, and a stone building with a traditional design is visible in the background, complemented by lush greenery.

Villa in Kalymnos Bay

R&G luxury accommodation Kalymnos villa

R & G Kalymnos luxury villa is a special type of accommodation. The total capacity of the complex-guests 9-10, 6-7 adults & 4 -5 children.Located at the center of the picturesque village of Pothia, in a walking distance of most of restaurants, bars and super markets. Distance of most of the beaches 10' and all the climbing routes 15' by moto or by car. There is a private swimming pool, playgrounds for the kids, basketball court, free wifi indoor and outdoor, parking on the premises.

KitchenIndoor spacesAccuracy

4.99 out of 5 average rating, 111 reviews

Blue Sky Studio - Irene's Blue View

You can find us in the heart of Masouri, the climbing village, with the endless and magic view. Just a few minutes walking and you can climb on some of the most known climbing sectors as Zeus, Gerakios, Poetries, Grande grotta, Afternoon, etc. It is an apartment that honestly you can relax and have a nice time there. Finally but very important is the fantastic view we have, with the magic sunset you can admire, that really feeds with harmony and nature beauty your soul.

Indoor spacesKitchenCheckout

5.0 out of 5 average rating, 19 reviews

An outdoor balcony features a wooden table with two comfortable armchairs, each adorned with soft cushions. Sunlight casts a warm glow over the setting, and the backdrop showcases a tranquil sea view, enhancing the environment for relaxation or dining.

Apartment in Panormos

Helios Apartment

This apartment is perfect for 2 to 4 people. It features a double ensuite bedroom and a spacious sofabed. It also includes a fully equipped kitchen, Wi-Fi, and a large balcony with an exquisite view, making it ideal for a cheerful breakfast or a relaxing evening aperitivo while watching the sunset. The decor is Bohemian-inspired, with handmade pillows and colorful ethnic elements meticulously selected, and art commissioned specifically for our Helios living experience.

KitchenIndoor spacesLocation

A shaded veranda features a stylish outdoor seating arrangement with a white table surrounded by brightly colored cushions. A hammock is positioned beside it, while views of the sea and distant mountains are visible in the background, framed by vibrant bougainvillea.

5.0 out of 5 average rating, 34 reviews

Casa Azul Villa - Seafront Getaway in Kalymnos

Just steps away from crystal-clear waters where you can dive straight into the blue, this retreat blends colourful island aesthetics with an expansive veranda overlooking endless sea views. Designed for comfort and relaxation, it offers a peaceful setting while supermarkets, traditional tavernas and cafes are all within a short walk. Massouri Beach, just 600m away, offers sandy shores, sunbeds, and inviting turquoise waters. Free Wi-Fi & private parking on premises.

KitchenIndoor spacesBeach

4.99 out of 5 average rating, 118 reviews

A spacious veranda is featured, with comfortable wooden seating arranged around a central table. Soft lighting creates a cozy atmosphere as the sunset casts warm hues across the landscape. The view includes a prominent mountain as a backdrop, enhancing the outdoor experience.

Guest suite in Myrtees

AMMOS & THALASSA SUITES- "AMMOS"

Newly built suite "AMMOS" with panoramic view of the area and the amazing sunset from our verandas. In the centre of Masouri, yet, in a quiet and isolated spot. Designed to accomodate families of four to five persons, with one separate bedroom and one double bedded traditional "kratthos". Kitchen is fully equipped to meet the demands of our guests. Next to "AMMOS", is also "THALASSA" suite, for four persons: www.airbnb.gr/rooms/27496967.

Indoor spacesFamilyValue

5.0 out of 5 average rating, 14 reviews

A bright living space features a glass dining table surrounded by white chairs. A cozy sofa with decorative cushions is visible in the background. Soft teal curtains frame the windows, allowing natural light to enhance the neutral decor. A television is mounted on the wall across from the seating.

Home in Kalymnos Bay

Casa Bianca

Enjoy a stylish experience at this centrally-located place. Right in the city center, a few steps from the island's main square, shops and catering services. It has 2 municipal parking lots nearby, a few minutes from the port. The house is fully equipped, modern and contemporary design. It has drinking water!!! (thanks to the desalination filter it has) It has a huge variety of international TV and radio channels.

Indoor spacesQuietParking

5.0 out of 5 average rating, 43 reviews

A contemporary living area features a light-colored sectional sofa and a plush area rug. A mounted flat-screen television is located on a decorative stone wall. Steps lead to an upper level, while a streamlined white media console provides storage beneath.

Condo in Kalymnos Bay

Lia's apartment

Enjoy your vacation in the most central part of the island, in the heart of the city. Lia's apartment is just a 5-minute walk from the port and the beach. The island's central market, shops and cafes are within walking distance. Ideal location that makes it suitable for holidays all year round! Fully equipped with all amenities and with wonderful panoramic views of the port and the city. Ideal for business trips.

KitchenFamilyBathroom

4.93 out of 5 average rating, 30 reviews

A cozy living space features a grey sectional sofa alongside a rustic stone fireplace. A white table sits on a patterned rug, while a staircase leads to the upper level. The room is brightened by natural light from the nearby window.

Guesthouse in Kalymnos

Kalymnos Studio just 4 two newly renovated, unique

Kalymnos Studio ..just for 2 This newly renovated traditional guest house is situated in a private closed yard in the center of Pothia only walking minutes away from the alive harbor. The studio offers all modern comfort and a big sharing yard where an outdoor sitting corner invites you for relaxation. High speed WiFi. For guests with a car we offer also private parking.

Indoor spacesKitchenHospitality

5.0 out of 5 average rating, 15 reviews

A private balcony is featured, showcasing a table and two lounge chairs. Scenic views of the town and surrounding mountains are visible, highlighting the landscape's natural beauty. The balcony is surrounded by a decorative railing, complementing the outdoor space.

Home in Kalymnos

Theofilos apartment

Theo home offer a stylish and modern place in the main town. It offer all the amenities for either a summer or winter stay. This places offer great views across Pothia. You are a 15 min walk from the port that offers a great selection of bar and restaurants. When you book this apartment you are offered a free transfer for arrival and departure.

Indoor spacesGetting aroundValue

Popular amenities for Kalymnos family-friendly rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

5.0 out of 5 average rating, 18 reviews

Home in Panormos

Ouzaki House

KitchenIndoor spacesLocation

4.88 out of 5 average rating, 74 reviews

A private terrace features a small jacuzzi, sun umbrella, and outdoor dining area. Stone walls create a rustic yet modern ambiance. The serene view includes mountains and the sea, enhancing the tranquil setting. Lounge chairs are arranged for comfort, inviting relaxation in the warm sun.

Cycladic home

HESTIA house - Kalymnos Aegean Sea View

Indoor spacesKitchenWalkability

4.89 out of 5 average rating, 9 reviews

A scenic view captures a sunset over the sea and mountains, showcasing vibrant hues of orange and purple in the sky. Green trees and residential structures are visible in the foreground, framed by a balcony railing that enhances the outdoor experience.

Villa in Panormos

Persephone's Villa

Indoor spacesLocationBathroom

A spacious balcony offers an unobstructed view of the sea and a mountain at sunset. The ceiling features a modern wooden design, enhancing the open-air experience. Soft lighting is positioned along the walls, adding to the ambiance without distracting from the scenic landscape.

4.75 out of 5 average rating, 4 reviews

Vauros Villages-Suite 1

Indoor spacesKitchenView

5.0 out of 5 average rating, 11 reviews

An expansive rooftop terrace offers panoramic views of the Aegean Sea. Sunbeds and a lounge area are scattered throughout, complemented by a dining table surrounded by white chairs. The tranquil atmosphere is enhanced by the clear blue sky and gentle coastal breeze.

Apartment in Panormos

Almyra Seaside Grande Suite

Indoor spacesKitchenSleep quality

A traditional stone mansion is depicted, featuring multiple stories and large wooden windows. The entrance is bordered by low stone walls and greenery. The warm exterior lights create a welcoming ambience as the evening approaches, enhancing the home's rustic charm.

Townhouse in Myrtees

Grande Grotta Apartment

KitchenIndoor spacesDecor

5.0 out of 5 average rating, 3 reviews

An open living area features a dark sofa and a round coffee table positioned on light wooden flooring. A large wall mural with floral designs adds visual interest. A staircase is visible in the background, leading to an upper level, and natural light brightens the space.

Apartment in Kalymnos Bay

Spacious apartment with AC and jacuzzi

KitchenIndoor spacesBreakfast

5.0 out of 5 average rating, 10 reviews

A spacious living area features a light grey sectional sofa and a rustic wooden coffee table. A staircase leads to a lofted sleeping area, while a dining space with a table and chairs is visible in the background. Natural light brightens the room through large windows.

Apartment in Kalymnos Bay

Kalymnos Suite home

KitchenValueNearby

4.0 out of 5 average rating, 3 reviews

Family- and pet-friendly home rentals

4.98 out of 5 average rating, 84 reviews

A calming scene is showcased with a light blue door set against a white wall. A traditional terracotta pot is positioned on a ledge, adding texture to the entryway. A lantern hangs above, providing a subtle touch of charm.

Cycladic home in Myrtees

Sophies Boutique Home

KitchenFamilyAir conditioning

A spacious bedroom is highlighted by neutral tones and soft lighting. Two beds are arranged with light gray bedding, accompanied by decorative wall art. A small table and stool are positioned nearby, and natural light filters through sheer curtains over a glass door.

5.0 out of 5 average rating, 10 reviews

Ostrako Luxury Apartment

Indoor spacesFamilyDecor

4.92 out of 5 average rating, 60 reviews

A bright room is adorned with vibrant yellow walls. Two spacious beds with light linens are positioned against a wall. A small table with rounded stools is present nearby. Natural light enters through glass doors leading to a balcony with a view of the sea.

Apartment in Massouri

SunshineStudiosKalymnos: direct under GrandeGrotta

Indoor spacesKitchenNearby

A spacious terrace offers stunning views of the sea and mountains. Two deck chairs are positioned beside a small table, inviting relaxation while enjoying the tranquil scenery. The outdoor space features tiled flooring, and the surrounding glass railing enhances the unobstructed view.

5.0 out of 5 average rating, 34 reviews

Myrties - Panorama Escape

KitchenIndoor spacesNearby

A balcony with a wrought iron railing offers a view of Telendos island. Two comfortable chairs are positioned around a small table with a bottle of wine, two glasses, and a plate of oranges. Soft sunset colors enhance the relaxing outdoor atmosphere.

4.82 out of 5 average rating, 17 reviews

Calma apartment. 2’ from the beach! Sleeps up to 8

FamilyIndoor spacesHospitality

Cycladic home in Kalymnos Bay

A cozy living area features traditional wooden furniture with patterned cushions. A vibrant woven rug adorns the tiled floor, while soft natural light enters through multiple windows, highlighting the decor's intricate details. A chandelier adds a touch of elegance to the space.

The little house ..on the hill of Myrties !

KitchenIndoor spacesLocation

4.92 out of 5 average rating, 61 reviews

4.88 out of 5 average rating, 34 reviews

A recently renovated home features a light-colored exterior with blue accents. A covered balcony is adorned with blue railings, offering a view of the surrounding landscape. Lush greenery is visible in the foreground, providing a contrast to the stonework at the base of the house.

Cycladic home in Skalia

"Gorgones" Mermaids Place in Kalymnos

Indoor spacesKitchenComfort

4.59 out of 5 average rating, 42 reviews

A spacious outdoor area is captured, featuring comfortable lounge seating shaded by umbrellas. A clear blue sky complements the colorful flowers in the foreground, enhancing the serene environment near the pool area.

Guesthouse in Kalymnos

Alkyonis Sea view Apartments

FamilyKitchenValue

Family-friendly home rentals with a pool

Guesthouse in Kalymnos Bay

A charming guest house exterior is framed by lush greenery and colorful flowers. A wooden bench with an orange knitted throw is positioned on a stone pathway, leading towards the inviting entrance of the house, where a warm glow is visible through the wooden door.

Tree Garden by the beach

KitchenIndoor spacesAmenities

4.89 out of 5 average rating, 113 reviews

4.92 out of 5 average rating, 75 reviews

A covered terrace area features a wooden table set for dining, surrounded by scenic views of the ocean and distant mountains. Comfortable seating options are provided, with decorative cushions enhancing the space. Sunlight filters in, illuminating the area and enhancing the serene atmosphere.

Villa in Kalymnos Bay

Kastelli Sunset Villa

Indoor spacesKitchenLong stay

5.0 out of 5 average rating, 4 reviews

Galma Luxury Homes Apartment with private pool

HospitalityCleanliness

Cycladic home in Kalymnos Bay

A hammock gently sways above a serene swimming pool, with a panoramic view of the Aegean Sea and a mountain in the distance at sunset. The sky is painted with warm hues as the sun casts a soft glow on the water's surface.

Valentine's Sunset - Luxury Villa @Kastelli

FamilyKitchenAccuracy

4.93 out of 5 average rating, 15 reviews

A serene infinity pool offers unobstructed views of the expansive sea and surrounding mountains. Two individuals are seen enjoying the space, with a calm and tranquil atmosphere highlighted by the clear blue sky and distant coastal scenery.

Apartment in Kalymnos Bay

Shape-Infinity

Indoor spacesFamilyComfort

4.9 out of 5 average rating, 10 reviews

5.0 out of 5 average rating, 10 reviews

A tranquil pool reflects the hues of a sunset, with clear water inviting relaxation. In the background, a mountain silhouette stands against the colorful sky, enhancing the serene seaside atmosphere.

Home in Myrtees

Villa Katerina - Between sea & mountain

KitchenFamilyLocation

An evening view captures a private pool illuminated under soft lighting, with the silhouette of Telendos island in the background. Large windows provide a glimpse of the modern interior. The colors of the sunset reflect calming tones across the serene landscape.

5.0 out of 5 average rating, 9 reviews

Regina 2 - Luxury Apartment

KitchenIndoor spacesCleanliness